Legendary Chicago Weekend Timeless and opulent, few other hotels in America have as much legendary acclaim as the famous Drake Hotel. Located at the end of Michigan Avenue, this historic hotel hosted the likes of Marilyn Monroe and Joe DiMaggio (who carved their initials at the bar after they were married) and countless other stars and notables since the roaring twenties. Step inside and you really will be taken back to an era of days gone by.
Our Hotel Pick: 4* The Drake Hotel • Destination: downtown Chicago, Illinois • Rating: Great 4/5 TripAdvisor Traveler rating • What's around: Magnificent Mile, 360 Chicago, Chicago Lakefront Trail • What's included: free Wi-Fi • Extras & activities: restaurant, bar, café, piano lounge, 24-hour front desk, luggage storage, fitness center, parking, pets allowed • Duration: 2 nights • Hotel price: from $132 per person per night (based on double occupancy)
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